Acid chlorides can be converted to aldehydes using lithium tri-tert-butoxyaluminum hydride (LiAlH(Ot-Bu)3). The hydride source (LiAlH(Ot-Bu)3) is a weaker reducing agent than lithium aluminum hydride. Because acid chlorides are highly activated they still react with the hydride source; however, the formed aldehyde will react slowly, which allows for its isolation.
Prof. Steven Farmer (Sonoma State University)
- Modified by Prof. Mark Lipton (Purdue University)